反应详情

6-Cyclobutyl-3-(2-fluorophenyl)-4H-1,2,3-triazolo[1,5-α]pyrimidin-5-one (33 mg, 0.12 mmol), triphenylphosphine (76 mg, 0.29 mmol) and (2-methyl-2H-1,2,4-triazol-3-yl)methanol (37 mg, 0.29 mmol) were dissolved in dry tetrahydrofuran (1.5 ml) with stirring. Diethyl azodicarboxylate (46μl, 0.29 mmol) was added and the reaction stirred at room temperature for 16 hours before purification by preparative thin layer chromatography to afford 6-cyclobutyl-3-(2-fluorophenyl)-5-(2-methyl-2H-1,2,4-triazol-3-ylmethoxy)-1,2,3-triazolo[1,5-α]pyrimidine (31 mg, 70%) as a white crystalline solid, m.p. 181-184° C.; δH (400 MHz, d6-DMSO) 1.77-1.85 (1H, m, CH(CH2)3), 1.96-2.06 (1H, m, CH(CH2)3), 2.19-2.30 (4H, m, CH(CH2)3), 308 (1H, quintet, J=8.6 Hz, CH(CH2)3), 3.88 (3H, s, NMe, 5.65 (2H, s, OCH2), 7.34-7.38 (2H, m, ArH), 7.41-7.48 (1H, m, ArH), 7.94 (1H, s, triazole CH), 7.97 (1H, t, J=7.2 Hz, ArH), 9.25 (1H, s, pyrimidine CH); m/z (ES+) 380 (M+H+).

1. stirringthe reaction stirred at room temperature for 16 hours before purification by preparative thin layer chromatography